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Icilin

Name: Icilin
Brand: SIGMA

≥97% (HPLC), CMR1 receptor agonist, solid

Synonym(s):

1-(2-Hydroxyphenyl)-4-(3-nitrophenyl)-1,2,3,6-tetrahydropyrimidin-2-one, AG-3-5

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₃N₃O₄

CAS Number:

36945-98-9

Molecular Weight:

311.29

UNSPSC Code:

12352200

PubChem Substance ID:

24277906

NACRES:

NA.77

MDL number:

MFCD01689072

Assay:

≥97% (HPLC)

Form:

solid

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Properties

Product Name

Icilin, ≥97% (HPLC), solid

Quality Segment

100

assay

≥97% (HPLC)

form

solid

color

yellow

solubility

DMSO: 15 mg/mL

SMILES string

Oc1ccccc1N2CC=C(NC2=O)c3cccc(c3)[N+]([O-])=O

InChI

1S/C16H13N3O4/c20-15-7-2-1-6-14(15)18-9-8-13(17-16(18)21)11-4-3-5-12(10-11)19(22)23/h1-8,10,20H,9H2,(H,17,21)

InChI key

RCEFMOGVOYEGJN-UHFFFAOYSA-N

Description

General description

Icilin is a synthetic cooling agent and modulates human transient receptor potential cation channel (TRPA1). Icilin inhibits transient receptor potential cation channel subfamily M member 8 (TRPM8) and modulates calcium release. Icilin also suppresses transient receptor potential vanilloid subtype 3 (TRPV3).

Application

Icilin has been used as cooling agent in anterior ventromedial preoptic area (VMPO) neurons.

Biochem/physiol Actions

Icilin is a potent agonist at the CMR1 cold- and menthol-sensitive receptor.

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This Item	I3766	658403	475864
Sigma-Aldrich I9532 Icilin	Sigma-Aldrich I3766 Isoliquiritigenin	Sigma-Aldrich 658403 AG 538	Sigma-Aldrich 475864 MK-2 Inhibitor III
assay ≥97% (HPLC)	assay -	assay ≥95% (HPLC)	assay ≥97% (HPLC)
form solid	form powder	form solid	form solid
Quality Level 100	Quality Level 200	Quality Level 100	Quality Level 100
solubility DMSO: 15 mg/mL	solubility H₂O: <0.1 mg/mL, methanol: 10 mg/mL, DMSO: 20 mg/mL	solubility DMSO: 5 mg/mL	solubility DMSO: 50 mg/mL
color yellow	color yellow to orange	color dark orange to brown	color pale yellow

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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